Methane, dichloromethoxy- → 4-Fluoro-1-methoxy-2-naphthaldehyde

HRID 1039116ノート

反応式

HRID 1039116 の反応式
[CH3:1][O:2][CH:3](Cl)Cl.[Sn](Cl)(Cl)(Cl)Cl.[F:11][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:15]([O:22]C)=[CH:14][CH:13]=1>ClCCl>[F:11][C:12]1[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[C:3]([O:2][CH3:1])=[C:14]([CH:15]=[O:22])[CH:13]=1

参加物

5

反応物 3

HCID 21004Methane, dichloromethoxy-HCID 24287Tin tetrachlorideHCID 10773603HCID 10773603、化合物

生成物 1

HCID 106320064-Fluoro-1-methoxy-2-naphthaldehyde

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

反応条件

温度
5 °C

実験手順

5.25 ml of dichloromethyl methyl ether were dissolved in 40 ml dichloromethane and cooled to +5° C. 6.75 ml tin(IV)chloride were added neat over 45 min to the solution. After the addition the mixture was stirred for 45 min at 5° C. 11.4 g 4-fluoro-1-methoxy-naphthalene in 30 ml dichloromethane was added over 1 h. Then the cooling bath was removed, and the mixture was stirred for 2 h at ambient temperature. It was then poured into ice/water. The dichloromethane layer was separated and the aqueous phase was extracted with dichloromethane. The combined dichloromethane layers were washed with water, dried over sodium sulphate, filtered through celite and concentrated in vacuo. The residue was treated with pentane to yield 9.3 g of 4-fluoro-1-methoxynaphthalene-2-carbaldehyde as a brown solid.

後処理

  1. temperaturecooled to +5° C
  2. additionAfter the addition the mixture
  3. customThen the cooling bath was removed
  4. stirringthe mixture was stirred for 2 h at ambient temperature
  5. additionIt was then poured into ice/water
  6. customThe dichloromethane layer was separated
  7. extractionthe aqueous phase was extracted with dichloromethane
  8. washThe combined dichloromethane layers were washed with water
  9. dry with materialdried over sodium sulphate
  10. filtrationfiltered through celite and
  11. concentrationconcentrated in vacuo
  12. additionThe residue was treated with pentane

出典と根拠

ORDレコード
ord-084da7805d334035a9d12affb9fe5e46
出典データセット
uspto-grants-2013_10
特許番号
US08552033B2

反応ノート

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